WallStreetBets

Why The Landlord Plays the Long Game and WSB Plays Options Expiring Friday

Why The Landlord Plays the Long Game and WSB Plays Options Expiring Friday

There is a particular kind of person who buys a duplex in a boring suburb, spends a weekend fixing a leaky toilet, and then does almost nothing for the next five years except collect rent checks and watch the mortgage balance shrink. And there is another particular kind of person who, on a Tuesday afternoon, […]

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Real Estate Investors Use Leverage Responsibly. WSB Uses It Irresponsibly. Why Both Think They Are Right

Real Estate Investors Use Leverage Responsibly. WSB Uses It Irresponsibly. Why Both Think They Are Right

There is a word that gets thrown around in finance like it means something universal. That word is responsible. Real estate investors love it. They use it to describe what they do with borrowed money. They say things like responsible leverage, responsible underwriting, and responsible debt coverage ratios. The word does a lot of heavy

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Slow Compounder vs. Overnight Millionaire- The Dividend Investor Meets WSB

Slow Compounder vs. Overnight Millionaire: The Dividend Investor Meets WSB

Picture two people at a dinner party. One of them quietly mentions that they own shares of a beverage company that has raised its dividend every year for six decades. The other one interrupts to say they made forty thousand dollars last Tuesday on weekly call options and lost most of it by Friday. They

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Day Traders Have Rules. WSB Has Memes. Both Lose Money, But For Very Different Reasons

Day Traders Have Rules. WSB Has Memes. Both Lose Money, But For Very Different Reasons

There is a cruel joke hiding inside the fast money world. Two groups of people are trying very hard to get rich from the markets. One group has written down a strict set of rules and follows them with something close to religious devotion. The other group has abandoned rules entirely and replaced them with

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The Most Disciplined Community in Investing vs. the Least- Bogleheads vs. WSB

The Most Disciplined Community in Investing vs. the Least: Bogleheads vs. WSB

There is a particular kind of comedy that only finance can produce. It happens when you put two groups in the same room who technically do the same thing, buying pieces of public companies, and discover they might as well be practicing different religions. The Bogleheads and the WallStreetBets crowd are that comedy. They both

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Fundamental Research vs. Forum Driven Momentum- Two Retail Investor Cultures at War

Fundamental Research vs. Forum Driven Momentum: Two Retail Investor Cultures at War

There is a room somewhere on the internet where two people are looking at the same stock and reaching completely different conclusions about what to do with it. The first person has spent the weekend reading the company’s last four annual reports. They have a spreadsheet open. They have highlighted passages about margins, debt, and

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Margin of Safety vs. Margin Call- The Value Investor Meets the WSB Trader

Margin of Safety vs. Margin Call: The Value Investor Meets the WSB Trader

There are two phrases in finance that sound almost identical and mean almost opposite things. One is “margin of safety.” The other is “margin call.” They share a word. They share a universe. They do not share a worldview. A margin of safety is what a value investor builds into every decision on purpose. A

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Years of Discipline vs. One Lucky Trade- The FIRE vs. WSB Theory of Wealth

Years of Discipline vs. One Lucky Trade: The FIRE vs. WSB Theory of Wealth

There is a particular kind of person who spends fifteen years tracking every coffee purchase in a spreadsheet, maxing out retirement accounts, driving a used Toyota, and quietly building a portfolio that will one day let them walk away from work forever. And there is another particular kind of person who, during a single Tuesday

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Risk Management- The Philosophical Gap Between Day Trading and WallStreetBets

Risk Management: The Philosophical Gap Between Day Trading and WallStreetBets

There is a strange paradox at the center of modern retail trading. Two communities sit side by side on the same internet, using the same brokerages, often trading the same stocks. One of them treats risk like a sacred discipline. The other treats risk like a punchline. And somehow, they both end up losing money

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